Trifluoroacetic acid → HCID 71559364, compound

Participants

Reaction Steps

To a solution of 4-(4-chloro-2-(imidazo[1,5-a]pyrazin-3-yl)phenoxy)-N-(2,4-dimethoxybenzyl)-2,5-difluoro-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide (0.110 g, 0.16 mmol) in dichloromethane (4 mL) was added trifluoroacetic acid (0.4 mL). The mixture was stirred for 16 h at ambient temperature and concentrated in vacuo. Methanol (1 mL) was added to the residue. The mixture was concentrated in vacuo and the residue triturated in diethyl ether. The resultant solid was dissolved in a mixture of methanol and acetonitrile (1:1), filtered through a 0.2 μm filter and concentrated in vacuo. The residue was triturated in hexanes to afford 4-(4-chloro-2-(imidazo[1,5-a]pyrazin-3-yl)phenoxy)-2,5-difluoro-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide as a yellow solid in 90% yield (0.075 g): 1H NMR (300 MHz, DMSO-d6) δ 9.14 (s, 1H), 8.52 (s, 1H), 8.10 (d, J=4.6 Hz, 1H), 8.02 (s, 1H), 7.80 (s, 1H), 7.71-7.56 (m, 3H), 7.35 (d, J=8.9 Hz, 1H), 7.29 (dd, J=10.3, 6.2 Hz, 1H); MS (ES+) m/z 520.7 (M+1), 522.7 (M+1).

Provenance & Evidence